Synthesis of anti-Markovnikov Alcohols via Epoxidation and Hydrogenation of Styrenes using Photocatalytically Generated Redox Equivalents

Graml, Andreas and Koenig, Burkhard (2021) Synthesis of anti-Markovnikov Alcohols via Epoxidation and Hydrogenation of Styrenes using Photocatalytically Generated Redox Equivalents. CHEMPHOTOCHEM, 5 (4). pp. 362-368. ISSN 2367-0932

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Abstract

We report an efficient method for a formal anti-Markovnikov addition of water to styrenes through photocatalytic generation of redox equivalents, using a gold-doped titanium dioxide (Au/TiO2) semiconductor as photocatalyst. Under irradiation with UV-A light, the photocatalytic activity of Au/TiO2 generates in situ under aerobic conditions hydrogen peroxide (H2O2) and under anaerobic conditions dihydrogen (H-2). In the presence of oxygen and a Ru catalyst, the epoxidation of different styrene derivatives is achieved. Subsequently, regioselective reductive Pd-catalyzed epoxide opening in the absence of oxygen gives the corresponding 2-phenylethanol derivatives.

Item Type: Article
Uncontrolled Keywords: BIOTECHNOLOGICAL PRODUCTION; AU; anti-Markovnikov addition; epoxidation; photocatalysis; redox equivalents; semiconductors
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Depositing User: Petra Gürster
Date Deposited: 20 Apr 2021 12:18
Last Modified: 20 Apr 2021 12:18
URI: https://pred.uni-regensburg.de/id/eprint/43553

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